Football League Cup 2023/24, Second Round |
 | 29.08.2023 | | Port Vale | – | Crewe Alexandra | | 0:0,
pen. 2:0 |
| Stoke-on-Trent |
Football League Cup 2023/24, First Round |
| 08.08.2023 | | Sunderland | – | Crewe Alexandra | | 1:1 (0:1),
pen. 3:5 |
| Sunderland |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Middlesbrough | – | Crewe Alexandra | | 2:2 (0:2),
pen. 2:4 |
| Middlesbrough |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Crewe Alexandra | – | Fleetwood Town | | 1:1 (1:0),
pen. 3:4 |
| Crewe |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Crewe Alexandra | – | Sunderland | | 3:3 aet
(1:1, 2:2),
pen. 4:2 |
| Crewe |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | York City | – | Crewe Alexandra | | 2:2 aet
(1:1, 1:1),
pen. 5:6 |
| York |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Crewe Alexandra | – | Bury | | 2:2 (0:0) |
| Crewe |
Football League Cup 1999/00, Second round |
| 21.09.1999 | | Ipswich Town | – | Crewe Alexandra | | 1:1 (1:0) |
| Ipswich |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Hartlepool United | – | Crewe Alexandra | | 3:3 (1:1) |
| Hartlepool |
Football League Cup 1998/99, Second round |
| 16.09.1998 | | Bristol City | – | Crewe Alexandra | | 1:1 (1:1) |
| Bristol |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Bury | – | Crewe Alexandra | | 3:3 aet
(2:2, 2:3) |
| Bury |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Crewe Alexandra | – | Sheffield Wednesday | | 2:2 (1:2) |
| Crewe |
Football League Cup 1995/96, First Round |
| 05.09.1995 | | Darlington | – | Crewe Alexandra | | 1:1 (0:0) |
| Darlington |
Football League Cup 1993/94, First Round |
| 24.08.1993 | | Wrexham | – | Crewe Alexandra | | 3:3 (2:1) |
| Wrexham |
Football League Cup 1992/93, Second round |
| 23.09.1992 | | West Ham United | – | Crewe Alexandra | | 0:0 |
| London |
Football League Cup 1989/90, Second round |
| 03.10.1989 | | Bournemouth | – | Crewe Alexandra | | 0:0 |
| Bournemouth |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Crewe Alexandra | – | Lincoln City | | 1:1 |
| Crewe |
Football League Cup 1987/88, First Round |
| 25.08.1987 | | Crewe Alexandra | – | Shrewsbury Town | | 3:3 |
| Crewe |
Football League Cup 1986/87, First Round |
| 26.08.1986 | | Shrewsbury Town | – | Crewe Alexandra | | 0:0 |
| Shrewsbury |
Football League Cup 1985/86, First Round |
| 20.08.1985 | | Crewe Alexandra | – | Carlisle United | | 3:3 |
| |
Football League Cup 1982/83, First Round |
| 13.09.1982 | | Tranmere Rovers | – | Crewe Alexandra | | 0:0 aet |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Crewe Alexandra | – | Tranmere Rovers | | 1:1 |
| |
Football League Cup 1981/82, First Round |
| 02.09.1981 | | Crewe Alexandra | – | Bristol Rovers | | 1:1 |
| |
Football League Cup 1980/81, First Round |
| 13.08.1980 | | Crewe Alexandra | – | Wigan Athletic | | 2:2 aet |
| |
Football League Cup 1977/78, First Round |
| 17.08.1977 | | Crewe Alexandra | – | Bury | | 1:1 |
| |
Football League Cup 1974/75, Third round |
| 09.10.1974 | | Crewe Alexandra | – | Aston Villa | | 2:2 (0:1) |
| Crewe |
Football League Cup 1973/74, First Round |
| 29.08.1973 | | Tranmere Rovers | – | Crewe Alexandra | | 3:3 |
| |
Football League Cup 1970/71, First Round |
| 18.08.1970 | | Crewe Alexandra | – | Tranmere Rovers | | 2:2 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Crewe Alexandra | – | Wrexham | | 0:0 |
| |
Football League Cup 1968/69, First Round |
| 14.08.1968 | | Crewe Alexandra | – | Northampton Town | | 1:1 |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Crewe Alexandra | – | Stockport County | | 1:1 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Crewe Alexandra | – | Cardiff City | | 1:1 |
| |
Football League Cup 1960/61, Second round |
| 12.10.1960 | | Bournemouth & Boscombe Athletic | – | Crewe Alexandra | | 1:1 |
| |
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